Number 1: Jennifer
Engine: GWR Small Prairie 4500 class
Job: Station pilot (formerly), provincial and county branch-line
Driver: Priya Mangel (Turning Red)

Number 2 and 13: Sean and Aurora
Engines: SER-O class and SECR C class
Job: Express (formerly)/Scarborough Branch-line/Banker (Aurora's favorite)
Drivers: Cecilia and Alejandra (Encanto)

Number 3: Nikki Hall
Engine: Lancashire & Yorkshire Railway 8 Class (Originally)/GWR 4900 Hall Class (Rebuilt)
Job: Local Passenger Trains/the Flying Kipper for her love of smell of fish/Express Goods/Lobster Train if Nancy was ill/Lumber Train in case the trees have fallen from the wind storm/Green Mile Express if Duncan was too lazy to come
Driver: Sugar Belle (MLP FIM)

MK1

MK2

Number 4: Duncan
Engine: LNER Gresley A4 Pacific Class
Job: Green Mile Express
Driver: Abby Park (Turning Red)

Number 5: Cassie
Class: LMS Ivatt 2-6-0 MT Class
Job: Mixed Traffic Engine/Green Mile Express
Driver: Isabella Madrigal (Encanto)

Number 6 & D1: Mabel & Billie
Engine and Diesel: GWR 14xx class & British Rail (BR) Class 08 diesel-electric shunter class
Job: Station Pilots (formerly)/Provincial & County Branch-line Goods/Milk train (for Mabel's preference) & Mail train (for Billie's preference)/Banker (Billie's favorite)
Drivers: Daisy Duck (Disney), Elmer Fudd (Looney Toons)

(Just pretend Jack and Den are Mabel and Billie.)

Number 7: Tracy
Class: GER Class G15 class
Job: Provincial and county Branch-line Quarry Work/Temporary Station Pilot/Temporary Banker
Driver: Ariel (The Little Mermaid)

(Pretend Nicholas as Tracy)

Number 8: George/Georgie
Class: LNER Gresley J50
Job: Station Pilot (formerly)/Dundee Hills Branch-line
Driver: Jane Porter (Tarzan)

Number 9 & 10: Andrea & Alice
Class: Southern Q1 class
Job: Goods Train/Local Passenger Train/Green Mile Express
Drivers: Tadashi and Hiro Hamada (Big Hero 6)

Number 11: Marion
Class: GWR 5700 Class
Job: Dundee Hills Branch-line
Driver: Applejack (MLP FIM)

D2: Nancy
Class: BR Class 101/102
Job: Provincial and County Commuter Branch Line/Lobster Train for her love and friendship of lobsters
Driver: Alice (Alice in Wonderland)

D3: Darren
Class: BR Class 40
Job: Scarborough Branch-line Goods & Local Express/Mainline Diesel Trains
Driver: Aurora (Sleeping Beauty)

(I know it is the Bowler diesel from Thomas and Friends yet he does not want to be call him that but what choice do I have for BoCo's role.)

D4: Gregory
Class: BR Class 15
Job: Mainline Diesel Trains
Driver: Starlight Glimmer (MLP FIM)

Number 22: Alfred
Engine: LNER B12 Class
Job: Mixed Traffic Engine/Express (if other big engines were too busy or broken down)
Driver: Donald Duck